2-Chlorobenzaldehyde → 2-(2-Chlorobenzylidene)-1-azabicyclo[2.2.2]octan-3-one

HRID 4978

반응식

HRID 4978 반응식
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3](=[O:9])[CH2:2]2.[Cl:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]=O.[OH-].[K+]>CO>[Cl:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]=[C:2]1[C:3](=[O:9])[CH:4]2[CH2:7][CH2:8][N:1]1[CH2:6][CH2:5]2

참가 물질

5

반응물 3

HCID 69962-ChlorobenzaldehydeHCID 14797Potassium HydroxideHCID 195073-Quinuclidinone

생성물 1

HCID 2974052-(2-Chlorobenzylidene)-1-azabicyclo[2.2.2]octan-3-one

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

1-Azabicyclo[2.2.2]octan-3-one (3.86 g) was heated at reflux with 2-chlorobenzaldehyde (8.33 ml), potassium hydroxide (0.4 g) and methanol (60 ml) under nitrogen for 2.5 hours. The volatiles were removed in vacuo and the residue washed with sodium hydrogen carbonate. This was extracted (×4) with dichloromethane. The organic layer was washed with water and dried (MgSO4). The dichloromethane was removed in vacuo and the residue recrystallised from methanol-dichloromethane, to afford the title compound as yellow crystals:

후처리

  1. customThe volatiles were removed in vacuo
  2. washthe residue washed with sodium hydrogen carbonate
  3. extractionThis was extracted (×4) with dichloromethane
  4. washThe organic layer was washed with water
  5. dry with materialdried (MgSO4)
  6. customThe dichloromethane was removed in vacuo
  7. customthe residue recrystallised from methanol-dichloromethane

출처 및 근거

ORD 기록
ord-247ca74c98124c71aa0d4daf168eb8af
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05242930

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